Synthesis of Poly-substituted Hydroquinolines Employing Lactic Acid as a Robust Catalyst through the Diastereoselective, One-pot Eight-component Reaction

Noori Sadeh, Fatemeh; Lashkari, Mojtaba; Hazeri, Nourallah; Fatahpour, Maryam; Maghsoodlou, Malek Taher

doi:10.22036/org.chem.2019.155887.1177

Synthesis of Poly-substituted Hydroquinolines Employing Lactic Acid as a Robust Catalyst through the Diastereoselective, One-pot Eight-component Reaction

Document Type : Full Paper

Authors

Fatemeh Noori Sadeh ¹

Mojtaba Lashkari ²

Nourallah Hazeri ³

Maryam Fatahpour ¹

Malek Taher Maghsoodlou ¹

¹ Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran

² Faculty of Sciences, Velayat University, Iranshahr, Iran

³ Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, Zahedan 98135-674, Iran

10.22036/org.chem.2019.155887.1177

Abstract

With the aim of developing an efficient and eco-friendly method for a diastereoselective synthesis of dispiro[tetrahydroquinoline-bis(2,2-dimethyl[1,3] dioxane-4,6-dione)] derivatives, a one-pot pseudo-eight-components reaction between arylamines, aromatic aldehydes and Meldrum’s acid has occurred in the presence of lactic acid as catalyst. The salient aspects of this protocol are, operational simplicity, facile product separation, a cheap and eco-friendly catalyst, clean reaction conditions, absence of any hazardous organic solvent and moderate to high yields.

Keywords

Diastereoselective

Dispiro[tetrahydroquinoline-bis(2

2-dimethyl[1

3] dioxane-4

6-dione)]

Pseudo-eight-components reaction

Meldrum’s acid

Lactic acid